Bromotrimethylsilane → HCID 11533563, compound

Participants

Reaction Steps

A solution of N,β,β-trimethyl-L-phenylalanyl-N1-[(1S,2E)-3-(diethoxyphosphoryl)-1-isopropyl-but-2-enyl]-N1,3-dimethyl-L-valinamide (11 mg, 0.02 mmol, from Example 71) in CH2Cl2 (0.5 mL) is treated with TMSBr (23 mg, 0.15 mmol). The reaction mixture is stirred at room temperature for 20 h, then concentrated. The residue is purified by reversal phase HPLC (mobile phase A: 0.02% TFA/H2O, mobile phase B: 0.02% TFA/CH3CN) to give 2.4 mg (19%) of desired product as a white solid. HRMS (ESI) calcd for C26H44N3O5P [M+H] 510.3091, found 510.3086.

Provenance & Evidence